ChemicalBook > CAS DataBase List > 4-Vinylphenol

4-Vinylphenol

Product Name
4-Vinylphenol
CAS No.
2628-17-3
Chemical Name
4-Vinylphenol
Synonyms
4-VINYLPHENOL;p-hydroxystyrene;4-ethenylphenol;FEMA 3739;p-vinylphenol;4-vinylphenol,4-ethenyl-phenol,p-hydroxystyrene;p-Oxystyrene;Styrene-4-ol;p-vinyl-pheno;p-vinyl-phenol
CBNumber
CB3362136
Molecular Formula
C8H8O
Formula Weight
120.15
MOL File
2628-17-3.mol
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4-Vinylphenol Property

Melting point:
73 °C
Boiling point:
228.85°C (estimate)
Density 
1.04
vapor pressure 
9.38hPa at 25℃
FEMA 
3739 | P-VINYLPHENOL
refractive index 
1.4440
Flash point:
>230 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Chloroform (Sparingly), DMSO (Slightly)
form 
Liquid
pka
9.95±0.26(Predicted)
color 
Clear colorless to orange
Odor
at 0.01 % in propylene glycol. chemical phenolic medicinal sweet
Odor Type
phenolic
Water Solubility 
Slightly miscible with water.
Sensitive 
Hygroscopic
JECFA Number
711
BRN 
506844
Stability:
Light Sensitive
LogP
2.3 at 25℃
CAS DataBase Reference
2628-17-3(CAS DataBase Reference)
NIST Chemistry Reference
4-hydroxystyrene(2628-17-3)
EPA Substance Registry System
Phenol, 4-ethenyl- (2628-17-3)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-41
Safety Statements 
26-39
WGK Germany 
2
RTECS 
SN3800000
HS Code 
29089990
Toxicity
rabbit,LDLo,ocular,50mg/kg (50mg/kg),United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1285-0579S,
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H318Causes serious eye damage

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Alfa Aesar
Product number
L10902
Product name
4-Vinylphenol, min 10% soln. in propylene glycol
Packaging
1g
Price
$50.7
Updated
2024/03/01
Alfa Aesar
Product number
L10902
Product name
4-Vinylphenol, min 10% soln. in propylene glycol
Packaging
5g
Price
$154
Updated
2024/03/01
TRC
Product number
V453313
Product name
4-Vinylphenol,10wt.%InPropyleneGlycol
Packaging
50mg
Price
$70
Updated
2021/12/16
TRC
Product number
V453313
Product name
4-Vinylphenol,10wt.%InPropyleneGlycol
Packaging
100mg
Price
$85
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
JK972993
Product name
4-Vinylphenol
Purity
95%
Packaging
5g
Price
$137
Updated
2021/12/16
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4-Vinylphenol Chemical Properties,Usage,Production

Chemical Properties

Chemical Properties

4-Hydroxystyrene, also known as 4-vinylphenol or p-vinylphenol, is a colorless liquid with a vanilla extract odor. It can be dissolved in various organic solvents such as ethanol, acetone, benzene, and dimethyl sulfoxide, but it does not dissolve in water. This compound exhibits good stability, although it can be affected by light and ozone exposure, leading to potential oxidization reactions. It is an important chemical used as a monomer for producing poly(4-vinylphenol) (PVPh).

Occurrence

4-Vinylphenol is found in wine and beer. It is produced by the spoilage yeast Brettanomyces. When it reaches concentrations greater than the sensory threshold, it can give the wine aromas described as barnyard, medicinal, band-aids, and mousy. In wine, 4-vinylphenol can react with other molecules, such as anthocyanidins, to produce new chemical compounds. In white wines vinylphenols are dominant (4-vinylphenol 70-1 150 μg/l, 4-vinylguaiacol 10-490 μg/l) whereas, in red wines, it is the corresponding ethyl phenols.
Reported found in apple, cooked asparagus, dried bonito fish, cloudberries, cooked corn, roasted peanuts, rice bran, sandalwood, wild strawberries, vetiver oil, cooked apple, black currant, red wine, white wine, rose wine, coffee, green tea cognac, tomato, partially fermented tea, microbial fermented tea, black tea, heated soybean, coriander seeds, beer, cognac, peanut butter, soybean, beans, mushrooms, starfruit, tamarind, mango, rice, sweet corn, corn oil, malt, wort, rosemary and Bourbon vanilla.

Uses

4-Vinylphenol, 10 wt.% In Propylene Glycol can be used as a perfume oil mixture.

Definition

ChEBI: 4-hydroxystyrene is a member of the class of phenols that is styrene carrying a hydroxy substituent at position 4. It has a role as a human urinary metabolite and a human xenobiotic metabolite. It derives from a hydride of a styrene.

Production Methods

4-Hydroxystyrene (mp 73.5 C, sublimation range 70–80 ℃ at 0.004 kPa) can be obtained by gas-phase dehydrogenation of 4- ethylphenol at 550–600 ℃ and 0.1 MPa on an iron oxide catalyst and in the presence of steam and an aromatic hydrocarbon as diluents. The alkenylphenol, which polymerizes readily, can be separated from the less acidic unconverted 4-ethylphenol by extracting the condensed reactor effluent with alkali at 30 ℃.

Application

4-Vinylphenols, a class of functionalized styrenes, constitute one of the most extensively explored compounds due to their wide-ranging applications in food and alcoholic beverages, flavoring substances, and as intermediates in the preparation of various bioactive molecules, polymers, and copolymers that are useful in coatings, electronic applications, ion exchange resins, and photoresists, etc. In addition, several biological activities, such as antioxidant, antibacterial, antifungal, hypolipidemic, and antimutagenic, have been attributed to these compounds[1].

Aroma threshold values

Detection: 10 to 85 ppb

Taste threshold values

Taste characteristics at 60 ppm: phenolic, medicinal with sweet musty and meaty nuances.

Flammability and Explosibility

Not classified

References

[1] Arun K. Sinha, Bhupendra P. Joshi, Anuj Sharma. “One-Pot Two-Step Synthesis of 4-Vinylphenols from 4-Hydroxy Substituted Benzaldehydes under Microwave Irradiation: A New Perspective on the Classical Knoevenagel—Doebner Reaction.” ChemInform 38 19 (2007).

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4-Vinylphenol Suppliers

TargetMol Chemicals Inc.
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View Lastest Price from 4-Vinylphenol manufacturers

HebeiShuoshengImportandExportco.,Ltd
Product
4-Hydroxystyrene 2628-17-3
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-09
Shanghai Qyubiotech Co., Ltd.
Product
4-Hydroxystyrene 2628-17-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%+
Supply Ability
1000000kg per Month
Release date
2023-04-10
Hebei Longbang Technology Co., Ltd
Product
4-Hydroxystyrene 2628-17-3
Price
US $6.00/kg
Min. Order
1kg
Purity
More than 99%
Supply Ability
2000KG/Month
Release date
2024-04-28

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